In an oven safe skillet, Sauté peppers and onions in olive oil until crisp tender, about 3-4 mins. Season with one tsp. Italian seasoning and salt/pepper. Add ground beef and cook through. Add mushrooms, tomatoes and soup.
Add pepperocinis, season with garlic powder remaining Italian seasoning and Worcestershire sauce.
Stir in rice, parmesean cheese and 1/2 cup shredded Italian cheese.
Place in a 350 degree oven and bake 30 min. Top with remaining cheeses and bake an additional 10 minutes until bubbly and melty.